1) 48 Days Podcast with Dan Miller (Career development/entrepreneurial podcast)
2) The Ziglar Show (Takes many of the teachings from Zig Ziglar and teaches that everyone is a sales person, whether you're in sales or not)
3)Entrepreneurial Thought Leaders (From Stanford. They interview various company owners and share thoughts on how they built up their companies)

1) Stuff You Missed In History Class always a fun one. It's just what it soulds like it is.
2) This American Life my favorite
3) Song Explorer one song by a famous songwriter dissected. Doesn't sound as terribly interesting as it is.

Current top 3 are...
1) Whats Wrong With WWE (as a former WWE fan delusional with the way it is now, its very funny to hear these guys tear it apart)
2) UTH Under the Helmet Dynasty Fantasy Football (typical for this time of year!)
3) The Elis James and John Robins Podcast (podcast version of two British comedians radio show. Very very funny)

Revolutions - A series of podcasts discussing various revolutions down through history. By the same guy who did A History of Rome podcast which, if you've never listened and you like history, is an absolute must.

Common Sense - political commentary podcast by Dan Carlin, the same guy who does Hardcore History. His narrative style takes some getting used to, and he does sometimes wear a tin foil hat - but usually with pretty compelling reasons. Non-partisan, anti-big media, highly thought provoking stuff. I think these are must-listen pods for anyone who is inclined to form an opinion about the American political system.

FiveThirtyEight Elections - Nate Silver and crew discuss polling and stats. Sound boring when I type it like that.